반응 #165355

반응 방정식

2-amino-6-hydroxymethyl-pyridine-3-carbaldehyde

dimethyl (1-diazo-2-oxopropyl)phosphonate

potassium carbonate

ammonium chloride

sodium chloride

→

title compound

수율 79.8%

(6-Amino-5-ethynyl-pyridin-2-yl)-methanol

수율 79.8%

용매

methanol

반응 조건

후처리

1. 1
   workup.WAITfor another 6 hours at room temperature
2. 2
   추출was extracted with ethyl acetate
3. 3
   세척The organic layer was washed with saturated aqueous sodium chloride
4. 4
   농축was concentrated under a reduced pressure
5. 5
   기타The residue thus obtained
6. 6
   기타was purified by silica gel column chromatography (ethyl acetate)

실험 절차

To a mixture of 2-amino-6-hydroxymethyl-pyridine-3-carbaldehyde (16 mg, 0.11 mmol) described in Manufacturing Example 169-1-1 and methanol (1.5 mL) were added dimethyl (1-diazo-2-oxopropyl)phosphonate (30 mg, 0.16 mmol) and potassium carbonate (23 mg, 0.17 mmol) at −10° C., which was stirred for 10 minutes at 0° C., and then for another 6 hours at room temperature. A saturated ammonium chloride aqueous solution and saturated aqueous sodium chloride were added to the reaction mixture at the same temperature, which was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and was concentrated under a reduced pressure. The residue thus obtained was purified by silica gel column chromatography (ethyl acetate) to obtain the title compound (13 mg, 47%, purity: 57%).

출처